or apply directly on Upgrade's site. We never take the application ourselves.
Is this posting real?
- This role has been open
- 51 days Upgrade's roles stay open a median of 51 days
- Reposted
- No
- Salary listed
- No 20% of Upgrade's roles list one
- Ghost-job risk at Upgrade
- high 13 stale, 0 reposted of 25 open
- Hiring momentum
- 32 roles opened in the last 90 days ↑ up vs. the prior 90 days
- Last confirmed on the employer's board
- 2026-09-24
Measured from postings appearing on and disappearing from Upgrade's own greenhouse board since 2026-08-03. Full hiring picture for Upgrade.
About this role
The Director of Sales for Flex Pay will be responsible for driving revenue growth by acquiring new Enterprise and Mid-Market retail merchants. This role involves creating sales presentations, negotiating contracts, and developing a data-driven sales strategy while collaborating with various teams to enhance product offerings. The position requires a self-starter capable of thriving in a fast-paced environment to expand the BNPL footprint.
- benefits
- 3/5
- freshness
- 1/5
- career value
- 4/5
- role clarity
- 4/5
- pay transparency
- 0/5
Scored from the posting itself — how clearly the role is described, how much it says about pay and benefits, and how recently it was listed. Not a judgement of Upgrade as an employer.
What you need
- 8-10 years of progressive sales leadership experience within BNPL or payments space
- Deep understanding of the BNPL landscape, payment technologies, retail, e-commerce ecosystems, and payments service providers (PSPs)
- Track record of achieving ambitious revenue targets in a fast-paced, competitive market
- Excellent communication, negotiation, and deal closing skills
- Bachelor’s degree in business, finance, or a related field; MBA preferred
What you get
- Competitive salary and stock option plan
- Medical, dental and vision insurance with employer paid options
- Flexible PTO
- Opportunities for professional growth and development
- Paid parental leave
- Health & wellness initiatives
Worth weighing
- No specific salary listed
- The role involves a high volume of customer interactions, which may be demanding
- The position requires the ability to work in a fast-paced environment with multiple priorities
Summarised from Upgrade's posting. Read the full original.
Listed by Upgrade on their greenhouse job board, last confirmed open on 2026-09-24. PitchMeAI is not the employer.
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